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Search Hotels with Pool in Winchester

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Check availability on Winchester Hotels with Pool

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Top Winchester Hotels with Pool

Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 star property
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (721)
Mountain adventures meet poolside relaxation at this Brattleboro hotel. Swimmers enjoy the indoor pool with plush sun loungers year-round, while winter enthusiasts appreciate easy access to cross-country and downhill skiing trails.
The price is ฿3,655
฿4,020 total
includes taxes & fees
4 Nov - 5 Nov
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 star property
  • Indoor pool
  • Hot tub
8.2 out of 10, Very good, (913)
Soothing waters welcome weary skiers and travellers in the immaculate indoor pool and hot tub area. Fitness enthusiasts appreciate the well-maintained exercise facility while enjoying proximity to local ski mountains, restaurants, and recreational activities.
The price is ฿3,165
฿3,482 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Brattleboro
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
  • Indoor pool
8.8 out of 10, Excellent, (1006)
Splashing fun awaits in the indoor pool, open from 5 AM to 11 PM daily, complementing winter activities like nearby skiing and snowboarding. Families appreciate the arcade room while fitness enthusiasts enjoy the 24-hour gym.
The price is ฿4,591
฿5,050 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
The Colonial Hotel
The Colonial Hotel
3.0 star property
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (1014)
Vibrant indoor aquatic sanctuary awaits with a pristine pool, rejuvenating hot tub, and calming sauna. Families appreciate the kid-friendly atmosphere while adventure seekers enjoy nearby hiking trails and winter sports after refreshing swims.
The Colonial Hotel
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
  • Indoor pool
8.4 out of 10, Very good, (943)
Invigorating swims await at the pristine indoor pool, accessible from early morning until late evening. Guests praise the super comfortable beds, friendly staff, and excellent breakfast buffet at this well-located hotel near shopping and dining options.
The price is ฿4,044
฿4,388 total
includes taxes & fees
9 Nov - 10 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3.0 star property
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very good, (1007)
Aquatic relaxation awaits at the pristine indoor pool, complete with comfortable loungers and convenient 6:00 AM to 10:00 PM access. Beyond swimming, guests praise the plentiful breakfast options, exceptionally clean rooms, and hiking trails nearby.
The price is ฿4,817
฿5,227 total
includes taxes & fees
4 Nov - 5 Nov
Best Western Plus Keene Hotel
Exterior
Black Mountain Inn
Black Mountain Inn
2.0 star property
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.4 out of 10, Good, (474)
Cooling waters of the seasonal outdoor pool invite relaxation after exploring hiking trails and mountain biking routes. Garden views create a peaceful retreat while friendly staff ensure a comfortable stay at this quiet mountain escape.
The price is ฿3,110
฿3,421 total
includes taxes & fees
1 Dec - 2 Dec
Black Mountain Inn
Indoor pool
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 star property
  • Indoor pool
8.8 out of 10, Excellent, (343)
Swimmers glide through crystalline waters in the immaculate indoor pool, a cherished sanctuary regardless of season. Complementing this aquatic haven, the hotel boasts a 24-hour fitness centre, billiards table, and highly praised complimentary breakfast buffet.
The price is ฿5,411
฿5,871 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Keene
Indoor pool
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3.0 star property
  • Indoor pool
8.8 out of 10, Excellent, (1004)
Swimming enthusiasts revel in the indoor pool, open from 6:00 AM to 10:00 PM daily, complementing active adventures like hiking nearby trails. This Art Deco hotel's central location puts dining options and mountain recreation within easy reach.
The price is ฿5,625
฿6,104 total
includes taxes & fees
6 Nov - 7 Nov
Courtyard by Marriott Keene Downtown
2 indoor pools
Colonial Motel And Spa
Colonial Motel And Spa
3.0 star property
  • 2 indoor pools
  • Hot tub
6.8 out of 10, (1003)
Swimming enthusiasts adore 2 indoor pools complemented by a rejuvenating hot tub with powerful jets. After mountain adventures or skiing excursions, guests retreat to the sauna, indulge in professional massages, and savour authentic Indian cuisine on-site.
The price is ฿4,526
฿4,979 total
includes taxes & fees
4 Nov - 5 Nov
Colonial Motel And Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"This was one of my better hotel stays in the area - bed was very comfortable, nice bathroom, quiet space at a reasonable price."
Lisa 2-night trip
Posted 7 days ago
Comfort Inn & Suites Brattleboro I-91

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Frequently asked questions

What are some accommodation options with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Econo Lodge Brattleboro: Offers continental, a seasonal outdoor pool and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Latchis Hotel: Offers a full-service spa, 2 indoor swimming pools and a sauna. Colonial Motel And Spa: Features buffet, an indoor pool and free self parking.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at Rhododendron State Park and Ashuelot River. During your stay, visit sights such as Pisgah State Park, New England Sweetwater Farm & Distillery and Conant Public Library. Take in the natural beauty of Winchester with the lakeside setting.
When is the best time to book a hotel with a pool in Winchester?
Taking the local weather in Winchester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.